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3-[3-[4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,5,11,14-tetrahydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 200a9a20-24b6-4828-8a0c-55bf6783262b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[3-[4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,5,11,14-tetrahydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC12CC(C3C(C1(CCC2C4=CC(=O)OC4)O)CCC5(C3(CC(C(C5)OC6CC(C(C(O6)CO)O)O)O)C)O)O
SMILES (Isomeric) CC12CC(C3C(C1(CCC2C4=CC(=O)OC4)O)CCC5(C3(CC(C(C5)OC6CC(C(C(O6)CO)O)O)O)C)O)O
InChI InChI=1S/C29H44O11/c1-26-10-19(33)24-16(29(26,37)6-4-15(26)14-7-22(34)38-13-14)3-5-28(36)11-20(18(32)9-27(24,28)2)39-23-8-17(31)25(35)21(12-30)40-23/h7,15-21,23-25,30-33,35-37H,3-6,8-13H2,1-2H3
InChI Key VBXIVVAPBPQZON-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H44O11
Molecular Weight 568.70 g/mol
Exact Mass 568.28836222 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -0.49
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[3-[4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,5,11,14-tetrahydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8248 82.48%
Caco-2 - 0.8682 86.82%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8382 83.82%
OATP2B1 inhibitior - 0.6095 60.95%
OATP1B1 inhibitior + 0.9028 90.28%
OATP1B3 inhibitior + 0.9481 94.81%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.5823 58.23%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.6127 61.27%
CYP3A4 substrate + 0.7173 71.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9010 90.10%
CYP3A4 inhibition - 0.9241 92.41%
CYP2C9 inhibition - 0.9242 92.42%
CYP2C19 inhibition - 0.9271 92.71%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.9045 90.45%
CYP2C8 inhibition - 0.5906 59.06%
CYP inhibitory promiscuity - 0.9179 91.79%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6086 60.86%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9334 93.34%
Skin irritation - 0.5648 56.48%
Skin corrosion - 0.9423 94.23%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8422 84.22%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6251 62.51%
skin sensitisation - 0.9189 91.89%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.6401 64.01%
Acute Oral Toxicity (c) I 0.8357 83.57%
Estrogen receptor binding + 0.7997 79.97%
Androgen receptor binding + 0.8314 83.14%
Thyroid receptor binding - 0.6276 62.76%
Glucocorticoid receptor binding + 0.5890 58.90%
Aromatase binding + 0.7101 71.01%
PPAR gamma + 0.5373 53.73%
Honey bee toxicity - 0.7096 70.96%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9498 94.98%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.10% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.38% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.74% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.24% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.86% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.23% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.17% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.12% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.39% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.75% 86.33%
CHEMBL2581 P07339 Cathepsin D 90.48% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.36% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.71% 97.28%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.63% 97.14%
CHEMBL259 P32245 Melanocortin receptor 4 83.24% 95.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.77% 95.56%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.74% 91.24%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.71% 92.88%
CHEMBL5255 O00206 Toll-like receptor 4 82.14% 92.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.00% 92.62%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.66% 97.33%
CHEMBL3038469 P24941 CDK2/Cyclin A 81.32% 91.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.97% 95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Ornithogalum nutans

Cross-Links

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PubChem 163008350
LOTUS LTS0058045
wikiData Q105283545